Sodium hydride → N-Cyclopropyl-4-fluoro-3-[2-(pyridin-2-ylamino)-thiazol-5-ylmethoxy]-benzamide

HRID 1985755

反応式

HRID 1985755 の反応式
[H-].[Na+].[OH:3][C:4]1[CH:5]=[C:6]([CH:13]=[CH:14][C:15]=1[F:16])[C:7]([NH:9][CH:10]1[CH2:12][CH2:11]1)=[O:8].Cl.Cl[CH2:19][C:20]1[S:24][C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)=[N:22][CH:21]=1.OS([O-])(=O)=O.[K+]>CN(C=O)C>[CH:10]1([NH:9][C:7](=[O:8])[C:6]2[CH:13]=[CH:14][C:15]([F:16])=[C:4]([O:3][CH2:19][C:20]3[S:24][C:23]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)=[N:22][CH:21]=3)[CH:5]=2)[CH2:11][CH2:12]1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 516920Potassium bisulfateHCID 220191063-hydroxy-4-fluoro-N-cyclopropylbenzamideHCID 86591883(5-Chloromethylthiazol-2-yl)pyridin-2-ylamine hydrochloride

生成物 1

HCID 22019135N-Cyclopropyl-4-fluoro-3-[2-(pyridin-2-ylamino)-thiazol-5-ylmethoxy]-benzamide収率 33%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension of NaH (16 mg, 60% in oil) in DMF (1 mL) was added a solution of 3-hydroxy-4-fluoro-N-cyclopropylbenzamide (58.5 mg, 0.3 mmol) in DMF (1 mL) at RT. After 10 min, (5-chloromethylthiazol-2-yl)pyridin-2-ylamine hydrochloride (Example 10A) (52.4 mg, 0.2 mmol) was added. The mixture was stirred at RT for 1 h and poured onto ice. The mixture was neutralized with 1 N KHSO4 solution and the precipitates were collected, washed with water and ethyl acetate to give the title compound as a light yellow solid (25.2 mg, 33%). MS m/z 385 (M+H)+.

後処理

  1. additionpoured onto ice
  2. customthe precipitates were collected
  3. washwashed with water and ethyl acetate

出典と根拠

ORDレコード
ord-c2c7882c9051403380151f38b68f3378
出典データセット
uspto-grants-2009_06
特許番号
US07547711B2

関連ノート

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